Starlight Nights Downtown

Historic Downtown Winter Haven Winter Haven, Florida

 Main Street Winter Haven & The City of Winter Haven are thrilled to announce Downtown's Winter Haven's newest Holiday tradition - 
Starlight Nights! For six weeks, Downtown Winter Haven will be dazzling with lights as 
we ring in the season of Holiday cheer and togetherness. Dine, shop, and enjoy a beautiful evening stroll with fun […]

Shop Small Business Saturday 2020

Historic Downtown Winter Haven Winter Haven, Florida

Come out and support your local small businesses in Downtown Winter Haven on November 28th! Be sure to visit each of the participating businesses and get an early start on holiday shopping! Shop Small Scavenger Hunt: 1. Pick up your Shop Small Scavenger Hunt map at any of the participating businesses, or download the image […]

Bark in the Park 2021

Central Park Downtown Winter Haven Winter Haven, FL, United States

It’s a dog day in Downtown Winter Haven! Spend your FREE Friday night shopping pet vendors, enjoying a cold beverage, and enjoying time with your favorite four-legged friends. This year's event will be held in Central and South Central Park Downtown - with favorites like the police K9 demonstration and our Annual Weiner Dog Race! […]

Treasure Hunt Downtown 2021

Chamber of Commerce 401 Ave B NW, Winter Haven, FL, United States

Main Street Winter Haven, in partnership with our Downtown businesses, presents our Annual FREE Treasure Hunt Downtown. Children under the age of 12 will search for LEGO® Minifigures in the participating locations Downtown! Pick up your FREE treasure map from the Chamber of Commerce Breezeway between 11AM-1PM. Participating downtown businesses will hide a LEGO® Minifigure […]

MSWH 2021 Annual Meeting

Historic Ritz Theater 263 W Central Ave, Winter Haven, FL, United States

On behalf of the Main Street Winter Haven Board of Directors, we want to say thank you so very much for supporting our organization and Downtown Historic District. As we navigate the recovery from an incredibly challenging year, the Main Street Winter Haven Board of Directors invite you to join us as we reflect and celebrate […]

Ladies Night Downtown 2021

Central Avenue Downtown Winter Haven

CALLING ALL LADIES! We have a TOTALLY RAD night planned to kick off Breast Cancer Awareness Month! Downtown Winter Haven business will be open late and invite you to wear your favorite PINK 80's fashion for a night of Happen'en, Shop'en and Dine'en. Register below for $10 and pick up your event map on the […]

Oktoberfest Downtown 2021

Central Park Downtown Winter Haven Winter Haven, FL, United States

Oktoberfest is a celebration of Bavarian traditions, food, and, most importantly, BEER! 🍺 Central and South Central Park in Downtown Winter Haven will be transformed into a German biergarten, as attendees are invited to sample over 40 craft, local and international beers. Tasting Tickets are $25 and available using the link below: OKTOBERFEST TICKETS HERE […]

Wine Chocolate and Cheese 2021

Historic Downtown Winter Haven Winter Haven, Florida

Main Street Winter Haven hosts our annual Wine, Chocolate and Cheese event in Downtown Winter Haven on November 12, 2021! On Friday, November 12th over 30 Downtown businesses will host a wine & chocolate or a wine & cheese pairing. Your Tasting Passport will take you from business to business to sample each of the […]

Carols in the Park 2021

Central Park Downtown Winter Haven Winter Haven, FL, United States

32nd Annual Carols in the Park presented by Citizens Bank and Trust December 4, 2021 10AM - 6PM Main Street Winter Haven is thrilled to announce our 32nd Annual Carols in the Park presented by Citizens Bank and Trust! For over thirty years, artisans, specialty food vendors, and local choral groups have gathered in Downtown […]